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© 2025 A Quarter in the Couch
Description
A Quarter in the Couch is more than a podcast – it's a living legacy in the making. Hosted by Jeremy Lindsey, an elite-level tax strategist and founder of Clarity Tax Advisors, this show speaks to those striving for success while thinking beyond themselves. Jeremy’s warm, confident, and authentic voice invites you into candid conversations with self-made individuals who share not just their victories, but the values and lessons that shaped them.
Far from a run-of-the-mill tax podcast, each episode blends smart business and tax insight with personal tales of transformation and discipline. You’ll hear about ethical choices, family milestones, and the “why” behind wealth – all the elements of a life well-lived. Whether you’re an entrepreneur, an ambitious professional, or one of Jeremy’s own children listening in to understand his journey, A Quarter in the Couch offers wisdom for generations. It’s a show about finding hidden value in life’s everyday moments (much like discovering a shiny quarter in the couch cushions) and using those gems to build a lasting legacy. Join Jeremy as he weaves professional authority with personal vulnerability, guiding you to create wealth that matters and a legacy that endures.
10 Episodes
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In this special episode of A Quarter in the Couch, Jeremy sits down with his 17-year-old intern Eian, a high school student beginning to challenge the 9-to-5 mindset and explore what it means to build wealth on your own terms. What starts as a mentorship check-in quickly becomes a deep-dive into real-world tax strategies, business structures, and the mindsets of successful entrepreneurs. Jeremy answers Eian’s thoughtful questions with clarity and depth — breaking down the difference between L...
In this special episode of A Quarter in the Couch, Jeremy shares the mic with Brian Decker and the Wealth Society for a high-impact Q&A covering powerful tax strategies for W-2 earners and business owners alike. With 20 years of experience in the tax world, Jeremy breaks down how your tax bracket, life stage, and business structure can become tools—not obstacles—for building and preserving wealth. You’ll hear how strategic charitable giving, entity setup, and personal tax consultations ca...
In the debut of his solo mini-series, Jeremy Lindsey—tax strategist, business owner, and founder of Clarity Tax Advisors—gets real about what it took to leave a toxic job and start his own business. If you're feeling stuck in the corporate grind, contemplating entrepreneurship, or just wondering how to take the first step, this episode is a goldmine of wisdom and actionable advice. Jeremy walks through his personal journey and breaks down the essential components of launching a successful bus...
In this jam-packed solo episode, Jeremy Lindsey — tax strategist, founder of Clarity Tax Advisors, and your go-to guide through the maze of small business finance — unpacks the real-world impact of the One Big Beautiful Bill Act (OBBA). Whether you’re a contractor, service provider, or creative with a growing LLC, these new tax changes are more than just line items — they’re game changers. Jeremy walks through the updates that matter most to entrepreneurs and small business owners, including ...
This episode of A Quarter in the Couch dives into the mindset shift that separates good business from great legacy. Host Jeremy Lindsey sits down with sales coach and entrepreneur Ryan Cook for a conversation packed with practical insights, humor, and heart. Together, they unpack what it really takes to create a sales experience that breeds trust—and why systemizing your message might just be the key to long-term growth. From McDonald’s to MasterCard, BMW to roofing, this episode explores how...
In Part 2 of this unforgettable conversation, host Jeremy Lindsey and former military veteran-turned-pastor Joe McKee go even deeper into Joe’s redemptive journey—one marked by darkness, deliverance, and decades of transformation. From dancing on a church stage to wrestling with forgiveness, Joe shares raw, vulnerable stories of his spiritual rebirth and the relationships that shaped his walk with God. What unfolds is more than testimony—it's a living lesson in grace, grit, and the lifelong p...
In this powerful first part of a two-part conversation, host Jeremy Lindsey sits down with his best friend, Joe McKee—a man whose story is one of grit, grace, and transformation. From military service and personal loss to four DUIs, violent charges, and the brink of a 30-year prison sentence, Joe’s journey seemed destined for destruction. But a last-chance offer from a judge and an unexpected encounter at Teen Challenge would change everything. Through raw, unfiltered storytelling, Joe and J...
Welcome to A Quarter in the Couch, where host Jeremy Lindsey—tax strategist, founder, and father—shares honest stories about money, leadership, and legacy. In this solo episode, Jeremy opens up about the breaking point that ended his 14-year career at a top firm. After years of sacrifice, long hours, and emotional wear, two simple words—“I resign”—sparked the start of something new. He shares the full story: the moment his boss crossed the line, the fear of walking away, and how he replaced h...
Welcome to the very first episode of A Quarter in the Couch, hosted by Jeremy Lindsey—elite tax strategist, founder of Clarity Tax Advisors, and a father with a vision. Jeremy’s goal for this podcast is simple but profound: to create a living legacy through honest, accessible conversations about money, business, and personal growth. This show isn’t about jargon or lectures—it’s about sharing wisdom through storytelling, authenticity, and connection. In this special kickoff to the Father-Son S...
A Quarter in the Couch is a weekly podcast where elite tax strategist and Clarity Tax Advisors founder Jeremy Lindsey sits down with visionary founders, athletes, and creatives to uncover how small, well-placed ideas can grow into generational wealth. Each episode mixes plain-English money moves with legacy lessons—drawing on Jeremy’s $25k onboarding frameworks, wisdom from his 77-year-old tax-legend dad, and questions from his sons (ages 3 and 11). Some weeks feel like a fireside chat, other...
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